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Enantioselective methylation of the lithium enolate of 1-tetralone mediated by chiral C2-symmetric DMEU derivatives

✍ Scribed by Katsuyuki Ishii; Shin Aoki; Kenji Koga

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 209 KB
Volume: 38
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(96)02372-6

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✦ Synopsis

Chiral C2-symmetric DMEU derivatives were designed and synthesized as chiral ligands for lithium. The reaction of the lithium enolate (2) of 1-tetralone (1) with methyl iodide in toluene in the presence of a DMEU derivative (11) and hexamethyldisilazane gave (S)-2-methyl-l-tetralone ((S)-3) in up to 92% ee.

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